N-methyl-2-nitrobenzene-1-sulfonamide → 2-amino-N-methylbenzene-1-sulfonamide

HRID 1816272Notes

Reaction equation

HRID 1816272 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-])=O)(=[O:5])=[O:4]>[Pd].C(O)C>[NH2:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[S:3]([NH:2][CH3:1])(=[O:5])=[O:4]

Participants

4

Reactant 1

HCID 264906N-methyl-2-nitrobenzene-1-sulfonamide

Product 1

HCID 11328402-amino-N-methylbenzene-1-sulfonamideYield 94.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-Methyl-2-nitrobenzenesulfonamide (1.0 g, 4.6 mmol), 10% palladium on carbon (100 mg) and absolute ethanol (30 mL) were placed in a Parr bottle, the bottle placed on a Parr apparatus under a hydrogen atmosphere (45 psi), and shaken for 1 hour, The Parr bottle was evacuated and flushed with nitrogen, then the mixture was filtered through a disposable syringe filter. The filtrate was concentrated in vacuo to yield 0.81 g of 2-amino-N-methylbenzenesulfonamide.

Workup

  1. customThe Parr bottle was evacuated
  2. customflushed with nitrogen
  3. filtrationthe mixture was filtered through a disposable syringe
  4. filtrationfilter
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1c3bea3623ef4c97b18dcbf7a4ba35c9
Source dataset
uspto-grants-2005_04
Patent number
US06884801B1

Reaction notes

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